7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-2,5(13),6,8,11-pentaene-11-carboxylic acid

• ChemBase ID: 165673
• Molecular Formular: C18H18FN3O4
• Molecular Mass: 359.3516232
• Monoisotopic Mass: 359.12813429
• SMILES: c12c3c(=O)c(cn1c(coc2c(c(c3)F)N1CCN(CC1)C)C)C(=O)O
• Canonical SMILES: CN1CCN(CC1)c1c(F)cc2c3c1occ(n3cc(c2=O)C(=O)O)C
• InChI: InChI=1S/C18H18FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-9H,3-6H2,1-2H3,(H,24,25)
• InChIKey: DLVZMAABIXCZHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-2,5(13),6,8,11-pentaene-11-carboxylic acid
• IUPAC Traditional name: 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-2,5(13),6,8,11-pentaene-11-carboxylic acid
• Synonyms: 9-Fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; 2,3-Dehydro Ofloxacin

Database IDs

• CAS Number: 115841-55-9
• PubChem SID: 162259806
• PubChem CID: 14011895

CALCULATED PROPERTIES

• Acid pKa: 5.3764253
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.34342533
• LogD (pH = 7.4): -0.6261621
• Log P: 0.34982818
• Molar Refractivity: 95.7138 cm^3
• Polarizability: 34.567184 Å^3
• Polar Surface Area: 73.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229955

2,3-Dehydro analog of antibacterial agent Ofloxacin, showing diminished antimicrobial activity to its parent compound.